Benzene, [[(1-cyclohexyl-2-propenyl)oxy]methyl]-

Base Information

• Chemical Name: Benzene, [[(1-cyclohexyl-2-propenyl)oxy]methyl]-
• CAS No.: 144222-05-9
• Molecular Formula: C16H22O
• Molecular Weight: 230.35
• Mol file: 144222-05-9.mol

Synonyms:

Chemical Property of Benzene, [[(1-cyclohexyl-2-propenyl)oxy]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, [[(1-cyclohexyl-2-propenyl)oxy]methyl]-

There total 6 articles about Benzene, [[(1-cyclohexyl-2-propenyl)oxy]methyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

1-cyclohexylprop-2-en-1-ol (4352-44-7) + benzyl bromide (100-39-0) → 1-cyclohexyl-1-(benzyloxy)-2-propene (144222-05-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 45 ℃; for 36h;

DOI:10.1021/acs.orglett.1c03359

Reference yield:

1-acetoxy-3-cyclohexyl-trans-2-propene (172990-75-9) + benzyl alcohol (100-51-6,185532-71-2) → (-)-[(1-cyclohexylallyloxy)methyl]benzene (1021903-12-7) + (+)-[(1-cyclohexylallyloxy)methyl]benzene (144222-05-9) + trans-1-(benzyloxy)-3-cyclohexyl-2-propene (146330-83-8)

Guidance literature:

With 1-Phenylprop-1-yne; potassium phosphate; chiral binaphthyl-derived phosphoramidite iridium complex; In toluene; at 23 ℃; Title compound not separated from byproducts.;

DOI:10.1002/anie.200705267

Reference yield:

1-cyclohexylprop-2-en-1-ol (4352-44-7) + benzyl alcohol (100-51-6,185532-71-2) → (-)-[(1-cyclohexylallyloxy)methyl]benzene (1021903-12-7) + (+)-[(1-cyclohexylallyloxy)methyl]benzene (144222-05-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 5-(dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-5H-dibenzo[b,f]azepine; 3-chlorobenzoate; In 1,2-dichloro-ethane; at 50 ℃; for 168h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201007716

upstream raw materials:

(-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene

cyclohexanecarbaldehyde

1-acetoxy-3-cyclohexyl-trans-2-propene

benzyl alcohol

Downstream raw materials:

(R)-2-(benzyloxy)-2-cyclohexylacetaldehyde

syn-1-Cyclohexyl-1-benzyloxypent-4-en-2-ol

anti-1-Cyclohexyl-1-benzyloxypent-4-en-2-ol

(E)-2-(3-cyclohexylallyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane